1) (Really obvious)
Shakugan no Shana
2)
Fate/Stay Night - This anime was truly great in many varieties. Saber is defiantly one of my favorite characters
3)
Code Geass (Both Seasons) - Lelouch is one of the best military strategists I have ever seen that is not in like a time line where swords and arrows are the weapons for war.
4)
Clannad - Just tear-jerking to the max *sniff*
5)
The Melancholy of Haruhi Suzumiya - I don't know why, but I just get the feeling to put this into my 5th spot... Is this the work of God's powers?